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Middlesboro

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Middlesboro Flights as Low as $232

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Cheap Flights to Middlesboro

Fall in love at first flight with your vacation to Middlesboro by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Middlesboro on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middlesboro, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middlesboro

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middlesboro with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the TYS airport.

What is the cheapest month to fly to Middlesboro?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Middlesboro are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middlesboro?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 12 to choose from for your flight to Middlesboro.

What airport is best to fly into Middlesboro?

When you’re planning your trip to Middlesboro, convenience is the name of the game. Luckily, Middlesboro McGhee Tyson Airport is nearby so you can deplane and get going on checking off everything on your Middlesboro must-do list.

How much are flights to Middlesboro?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middlesboro on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $232, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Middlesboro?

The trick to saving a stack of cash on your flight to Middlesboro? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $232 right now, why wait?

Middlesboro Flight Information
Destination airport
McGhee Tyson
Destination airport IATA code
TYS
Roundtrip price
$231

Last Minute Hotel Deals in Middlesboro

Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue Middlesboro KY
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (478 reviews)
"The staff was welcoming, and the breakfast was quite sufficient for our needs. The room was clean, comfortable, and quiet. Our stay was scheduled during a weekend that coincided with the busy hiking season and a local university graduation, so parking was a bit full during our visit."

Reviewed on Jun 7, 2026

Econo Lodge Middlesboro
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 out of 5
1260 N, 12th Street Middlesboro KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (890 reviews)
"Very nice property and it’s up on a hill so it’s more quiet and peaceful."

Reviewed on Jun 6, 2026

Sleep Inn & Suites Middlesboro
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St Middlesboro KY
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (722 reviews)
"Convenient location to Cumberland Gap National Park. Was a quiet hotel. Our room looked out to a section of the hillside. Restaurants within walking distance and Walmart was across the street."

Reviewed on May 5, 2026

Holiday Inn Express Middlesboro by IHG
Suburban Studios Middlesboro

Suburban Studios Middlesboro

2 out of 5
1623 Cumberland Avenue Building B Middlesboro KY
Stay at this hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bell County Historical Society Museum and Middlesboro ...
8.2/10 Very Good! (90 reviews)
"Lobby and room were both smelly. Property seemed sketchy. AC didn’t work well at all."

Reviewed on May 22, 2026

Suburban Studios Middlesboro
Quality Inn Harlan

Quality Inn Harlan

2.5 out of 5
2608 South Highway 421 Harlan KY
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (363 reviews)
"Nice staff. Clean room. Old and kinda dirty feeling due to age."

Reviewed on Jun 4, 2026

Quality Inn Harlan
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92 Williamsburg KY
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,006 reviews)
"Sheets had hair on them. One of the pillow cases had dried blood on it. They came and changed them. But it should have been done. The bathroom shower was old and looked like a 5 year old caulked the bottom. We wouldn't even use it. The staff was nice."

Reviewed on Jun 7, 2026

Holiday Inn Express Williamsburg by IHG
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street Jellico TN
Book a stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,008 reviews)
"Pool was green, gutter broken so it sounded like a waterfall right outside of our room all night because it poured. Room was eh. Would not recommend."

Reviewed on Jun 4, 2026

Days Inn by Wyndham Jellico - Tennessee State Line
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 out of 5
30 W Highway 92 Williamsburg KY
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (834 reviews)
"Room was really dirty. Sheets stained. Smelled of cigarettes with burn holes on the bedding. Pool is not functioning right now. Very misleading rooms do not look like the pictures. Also water would not drain after taking a shower. The outside of the property is also very dirty and covered in bird ..."

Reviewed on Jun 6, 2026

Super 8 by Wyndham Williamsburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.